Tetrabutylammonium Hydroxide → Tributylamine

HRID 1155233Notes

Reaction equation

HRID 1155233 reaction equation
[OH-].[CH2:2]([N+:6](CCCC)([CH2:11][CH2:12][CH2:13][CH3:14])[CH2:7][CH2:8][CH2:9][CH3:10])[CH2:3][CH2:4][CH3:5]>CO>[CH2:11]([N:6]([CH2:2][CH2:3][CH2:4][CH3:5])[CH2:7][CH2:8][CH2:9][CH3:10])[CH2:12][CH2:13][CH3:14]

Participants

3

Reactant 1

HCID 2723671Tetrabutylammonium Hydroxide

Product 1

HCID 7622Tributylamine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Three grams of coal liquid derived from Illinois No. 6 coal and having a boiling range of 340° to 565° C. was mixed with 8 cc of 2 M tetrabutylammonium hydroxide in methanol. The resulting quaternary ammonium organic salt was then heated to 250° C. A thermal rearrangement took place which produced an O-butylated coal liquid and tributylamine.

Sources & evidence

ORD record
ord-81007eb99dc34f2c8a959b97a1fef156
Source dataset
uspto-grants-1981_11
Patent number
US04300995

Reaction notes

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